Abstract
The asymmetric aziridination of 1,3-dienes catalyzed by bisoxazoline-CuOTf complexes with PhI=NTs as a nitrene precursor has been achieved in moderate yields with up to >99:1 regioselectivity, up to >99% diastereoselectivity, and up to 80% enantioselectivity. α,β,γ,δ-Unsaturated ketones usually produced cis-γ,δ-aziridinated products, while 1,4-diphenyl-1,3-butadiene afforded both of cis- and trans-aziridine derivatives as major products by the use of different bisoxazoline ligands. The configuration of cis-aziridine derivatives was proposed on the basis of the reaction mechanism.
Original language | English |
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Pages (from-to) | 575-580 |
Number of pages | 6 |
Journal | Chirality |
Volume | 18 |
Issue number | 8 |
DOIs | |
Publication status | Published - 2006 |
Externally published | Yes |
Keywords
- Asymmetric catalysis
- Aziridination
- Bisoxazoline
- Diene
- Nitrene
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Ma, L., Du, D. M., & Xu, J. (2006). Asymmetric aziridination of 1,3-dienes catalyzed by bisoxazoline-copper complexes. Chirality, 18(8), 575-580. https://doi.org/10.1002/chir.20282